2-(Acetylamino)-3-phenyl-2-propenoic acid

2-(Acetylamino)-3-phenyl-2-propenoic acid Basic information

Product Name:	2-(Acetylamino)-3-phenyl-2-propenoic acid
Synonyms:	NSC 25333;(E)-2-acetaMido-3-phenylacrylic acid;3-(2-AcetaMidophenyl)acrylic acid;Acetyl-α,β-dehydro-phenylalanine≥ 96% (HPLC);Ac-α,β-dehydro-phenylalanine;(E)-2-Acetamido-3-phenylprop-2-enoic acid;2-(Acetylamino)-3-phenylpropenoic acid;2-Acetylamino-3-phenylpropenoic acid
CAS:	5469-45-4
MF:	C11H11NO3
MW:	205.21
EINECS:	226-795-6
Product Categories:	Building Blocks;C11 to C12;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;Pharmaceutical Intermediates;Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;Amino Acids & Derivatives;Aromatics
Mol File:	5469-45-4.mol

2-(Acetylamino)-3-phenyl-2-propenoic acid Chemical Properties

Melting point	188-190 °C(lit.)
Boiling point	455.4±45.0 °C(Predicted)
density	1.32 g/cm3
storage temp.	2-8°C
solubility	methanol: soluble100mg/mL, clear, yellow-green
form	Solid
pka	3.52±0.10(Predicted)
color	White
BRN	1912549
InChIKey	XODAOBAZOQSFDS-JXMROGBWSA-N
CAS DataBase Reference	5469-45-4(CAS DataBase Reference)
NIST Chemistry Reference	«alpha»-Acetamidocinnamic acid(5469-45-4)

Safety Information

MSDS Information

Provider	Language
alpha-Acetamidocinnamic acid	English
SigmaAldrich	English

2-(Acetylamino)-3-phenyl-2-propenoic acid Usage And Synthesis

Chemical Properties	White Solid
Uses	A protein kinase C inhibitor
Uses	test substance for asymmetric hydrogenations
Synthesis Reference(s)	Tetrahedron Letters, 24, p. 4603, 1983 DOI: 10.1016/S0040-4039(00)85967-5 Synthesis, p. 418, 1984 DOI: 10.1055/s-1984-30859
Purification Methods	It crystallises from H2O as the dihydrate, and on drying at 100o it forms the anhydrous compound which is hygroscopic. Alkaline hydrolysis yields NH3

2-(Acetylamino)-3-phenyl-2-propenoic acid Preparation Products And Raw materials

Raw materials

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